Tag: Entrepreneur
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On Saturday, I had lunch with one of my most successful founders. As I dug into my burger, he said something that stopped me cold. “We give away swag bags to new customers,” David* said. “The tote bags themselves cost $0.30 each.” In that moment, I recognized something I’ve seen…
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+ Entrepreneur, Finance, Founders, Investing, Leadership, Management, Money, Small Business, Startups, Tech, Venture Capital+
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Many startups today are hitting the end of the line. The bank account is empty, the raise has failed, and it’s time to say goodbye. From a report out today in The Wall Street Journal: Fresh capital from venture investors and bank loans is scarce and expensive. Going public is…
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+ Entrepreneur, Finance, Investing, Money, Silicon Valley, Small Business, Startups, Tech, Venture Capital+
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There are 2 things New York doesn’t lack for: smoke and tech events. But with so many events out there, how do you know which ones are worth going to? Here are a few of my favorites: Entrepreneur’s Roundtable Accelerator With 4 unicorns, this is one of the best accelerators…
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+ Entrepreneur, Finance, Investing, New York, New York City, NYC, Silicon Valley, Small Business, Startups, Tech, Venture Capital+
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At the end of every day, I take a long walk. As I gaze over the Hudson toward the city, I listen to the best podcasts in tech. Podcasts are one of my favorite ways to learn. I listen to them while walking, doing dishes, or even (ick) scrubbing the…
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+ Entrepreneur, Finance, Investing, Money, Podcasts, Silicon Valley, Small Business, Startups, Tech, Venture Capital+
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I hired a new investment analyst! He’s hardworking, detail-oriented and works around the clock. For free. His name is GPT-4. This week, GPT-4 and I have been investing together. We passed on a bunch of companies but we did find one winner! Let’s look at two companies we reviewed this…
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+ AI, Artificial Intelligence, ChatGPT, Entrepreneur, Finance, GPT-4, Investing, Money, Startups, Tech, Venture Capital+
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Two years ago, I started funneling money into the riskiest asset class on the planet: startups. This morning, I sat down to take a hard look at my performance. Miraculously, I’ve actually made money! Total Performance My portfolio is up 3.4% since April 2021. The NASDAQ is down about 7%…
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+ Angel Investing, Entrepreneur, Finance, Investing, Money, Silicon Valley, Startups, Tech, Venture Capital+
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I was working late into the night, researching a very hot deal. It was 2021 and I was amped — until I found out I couldn’t get an allocation! I was really disappointed. The founder was first rate and the co-investors were Silicon Valley legends. Surely I was missing my…
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Every now and then, I meet a hardworking founder with some great tech. But I know I’ll never invest in their business. Despite founders’ best intentions, some companies develop serious problems. Those problems can make a startup untouchable for investors. We put those companies in the “too hard bucket.”* And…
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+ Entrepreneur, Finance, Founder, Investing, Money, Silicon Valley, Startups, Tech, VC, Venture Capital+
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I have a problem. I invested in an amazing founder. But he’s in the wrong market. Get the blog before anyone else…subscribe! His name is Jim. He runs a consumer SaaS company. Actually, his name isn’t Jim and that’s not his market either. This is a composite. Jim works really…
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I hadn’t heard from one of my companies in over a year. I was starting to get worried. Turns out, they were busy. Get the blog before anyone else…subscribe! When I heard from the founder yesterday, I was stunned. The little seed stage SaaS company I backed in the summer…
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Tremendous 